So powerful is the spell that Marley casts with this song of freedom that even his amusingly Jamaican syntax (“Old pirates, yes, they rob I Sold I to the merchant ships”)Ĭan’t distract us. Redemption Song (Bob Marley) “Emancipate yourself from mental slavery none but ourselves can free our minds.” Yes kids, before U2 became a bloated, self-important arena rock machine, they could deliver heartfelt, personal tunes, like this love letter to the legendary Billy Holiday. Angel of Harlem (U2) “Lady Day got diamond eyes she sees the truth behind the lies.” Mother is not the feel-good hit of the summer, but good luck keeping the eyes dry during this searing ode to parental abandonment. Still Lennon’s solo library is not without a few gems. I guess it’s true that the children (in this case, fans) suffer the most in divorce.

Meanwhile The Smart Beatle sought a nobler path and created some of the most earnest, achingly humorless songs ever put to wax. For The Cute Beatle this meant finding a home atop Billboard’s charts with a fun but forgettable series of silly love songs. When the Fab Four parted ways at the close of sixties, the band’s chief frienemies John Lennon and Paul McCartney both saw their divorce as a liberation, a chance to pursue their true artistic callings. With a less gifted singer at the helm, the results would have been a strings-laden sap-fest, tailor-made for early 70’s am pop Drake takes us on a deeper journey – one that doesn’t spare us the scenic route of his broken soul.

What other songs would you add to this list? 10. Way to Blue (Nick Drake) “Have you seen the land living by the breeze?”Įnglish acoustic brooder Nick Drake lived the kind of short, sad life that seemed designed to produce tear-jerking anthems, and Way to Blue brings on the waterworks like no other in his tragically slim body of work. Here are my top 10 sad songs that make you cry. And I am secure enough in my manhood to publicly acknowledge that the following sad songs can make me sob like a jilted prom queen (but, you know, a manly prom queen). A tough-as-nails manly man who lifts weights and watches Sportcenter and kills spiders with my bare hands – unless, of course, I’ve just gotten my nails done.

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